101 Charlton Rd, Winchester, VA 22602
What's special
NEW PRICE! Welcome to 101 Charlton Road, a charming 4-bedroom, 2.5-bath Cape Cod situated on a desirable corner lot. This well-maintained home features a main-level primary suite and beautiful hardwood floors throughout the main living areas. The spacious kitchen is equipped with stainless steel appliances, a center island, breakfast nook, and flows seamlessly into the separate dining room and inviting living room, perfect for everyday living and entertaining. Upstairs, you'll find three additional bedrooms, 1.5 baths, and the convenience of an upper-level laundry room. Enjoy outdoor living in the fenced backyard complete with a storage shed, rear deck, and plenty of space for pets, gardening, or gatherings. Relax on the welcoming covered front porch and enjoy the convenience of being just minutes from Historic Old Town Winchester, Shenandoah University, Winchester Medical Center, shopping, dining, local wineries, parks, and easy access to Routes 7, 50, and I-81 for commuting. All sizes are approximate.
- 91 days |
- 2,988 |
- 143 |
Likely to sell faster than
Travel times
Living Room
Kitchen
Primary Bedroom
Outdoor 3
Dining Room
Zillow last checked:
Listing updated:
RoxAnn Grimes 540-327-2798,
RE/MAX Roots (540) 686-7362,
Listing Team: Roxann Grimes Team
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
- Main level bathrooms: 1
- Main level bedrooms: 1
Basement
- Area: 0
Heating
- Forced Air, Natural Gas
Cooling
- Central Air, Electric
Appliances
- Included: Microwave, Dishwasher, Disposal, Dryer, Refrigerator, Stainless Steel Appliance(s), Cooktop, Washer, Electric Water Heater
- Laundry: Hookup
Features
- Breakfast Area, Ceiling Fan(s), Entry Level Bedroom, Floor Plan - Traditional, Eat-in Kitchen, Primary Bath(s), Upgraded Countertops
- Flooring: Carpet, Hardwood, Luxury Vinyl, Wood
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 1,714
- Total interior livable area: 1,714 sqft
- Finished area above ground: 1,714
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Parking features: Driveway
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: Two
- Stories: 2
- Patio & porch: Deck, Porch
- Pool features: None
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 55I14267
- Zoning: RP
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Crawl Space
Condition
- New construction: No
- Year built: 1998
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Carlisle Heights
HOA
- Has HOA: Yes
- HOA fee: $190 annually
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $242/sqft
- Tax assessed value: $332,660
- Annual tax amount: $1,597
- Date on market: 6/22/2026
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 9/21/2026 | Contingent | $415,000$242/sqft |
Source:  Bright MLS #VAFV2042768 Report a problem | ||
| 8/24/2026 | Price change | $415,000-1.2%$242/sqft |
Source: Bright MLS #VAFV2042768 Report a problem | ||
| 7/18/2026 | Price change | $420,000-1.2%$245/sqft |
Source: Bright MLS #VAFV2042768 Report a problem | ||
| 7/8/2026 | Price change | $425,000-1.1%$248/sqft |
Source: Bright MLS #VAFV2042768 Report a problem | ||
| 6/22/2026 | Listed for sale | $429,900+77.3%$251/sqft |
Source: Bright MLS #VAFV2042768 Report a problem | ||
| 9/13/2019 | Sold | $242,500-1.8%$141/sqft |
Source: Agent Provided Report a problem | ||
| 7/31/2019 | Listed for sale | $247,000+9.8%$144/sqft |
Source: Bright MLS #VAFV152044 Report a problem | ||
| 9/23/2013 | Sold | $225,000+4.7%$131/sqft |
Source: Public Record Report a problem | ||
| 8/13/2013 | Pending sale | $214,900$125/sqft |
Source: Experience Realty Group LLC #FV8120635 Report a problem | ||
| 8/1/2013 | Price change | $214,900-2.3%$125/sqft |
Source: Experience Realty Group LLC #FV8120635 Report a problem | ||
| 6/29/2013 | Listed for sale | $219,900+2.5%$128/sqft |
Source: Experience Realty Group LLC #FV8120635 Report a problem | ||
| 4/17/2009 | Sold | $214,600+26.3%$125/sqft |
Source: Public Record Report a problem | ||
| 5/1/2003 | Sold | $169,900$99/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $1,597 +14.1% | $332,660 +21.2% |
| 2024 | $1,399 | $274,400 |
| 2023 | $1,399 +106% | $274,400 +23.2% |
| 2022 | $679 | $222,700 |
| 2021 | $679 -47.1% | $222,700 +5.8% |
| 2020 | $1,284 -50% | $210,500 |
| 2019 | $2,568 +116% | $210,500 +8% |
| 2018 | $1,189 +1.7% | $194,900 |
| 2017 | $1,169 +11.5% | $194,900 +11.5% |
| 2016 | $1,049 +7.1% | $174,800 |
| 2015 | $979 +103.4% | $174,800 +7% |
| 2014 | $481 | $163,300 |
| 2013 | -- | $163,300 -0.7% |
| 2012 | -- | $164,500 |
| 2011 | -- | $164,500 -18.5% |
| 2010 | -- | $201,800 |
| 2009 | -- | $201,800 -6% |
| 2008 | -- | $214,600 |
| 2007 | -- | $214,600 |
| 2006 | -- | $214,600 |
| 2005 | -- | $214,600 +63.7% |
| 2003 | -- | $131,100 |
| 2002 | -- | $131,100 |
| 2001 | -- | $131,100 |
Find assessor info on the county website
Monthly payment
Estimated market value
$414,100
$393,000 - $435,000
$2,335/mo
Climate risks
Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.